House vacation rentals in Dennis Port

4.98 out of 5 average rating, 103 reviews

A backyard space is equipped with a fire pit surrounded by four white Adirondack chairs, providing a cozy gathering area. String lights hang overhead, illuminating the outdoor dining table set for a meal. A charming cottage is visible in the background, enhancing the inviting atmosphere.

Home in West Dennis

Sunset Sabbatical Cape Cod

**Newly updated Bathroom for 2026 Season!** Put your feet up and enjoy yourself! Just a 5 minute walk to South Village Beach, you will enjoy everything Cape Cod has to offer. A backyard oasis, complete with Outdoor Shower, beautiful lights, fire pit and grill - you will create family memories here for a lifetime. Updated kitchen with new gas stove, dishwasher and microwave. High-speed WiFi, Roku TVs, luxury pottery barn linens & towels. Small Hypoallergenic Dog(s) allowed with a $50 pet fee.

A charming beach house is showcased, featuring a stone-paved driveway and a well-maintained garden with vibrant pink flowers. The exterior reveals a traditional design with light-colored siding and dark green shutters, complemented by grassy areas and trees in the background.

4.96 out of 5 average rating, 106 reviews

ONE Minute walk to BEACH! High end home special!

ONE Minute walk to the BEACH! High End, newly remodeled beach house SPECIAL! Walk to great bars, restaurants, breakfast spots, shopping and more! 3br, 2bath (1 full ba + 1 half ba + 1 enclosed outdoor shower) with high end granite kitchen. SPACIOUS living area and bonus sun porch & office! Newly landscaped yard, high end patio/driveway/walkways and built in fire pit next to a fully furnished outdoor lounge! Dishwasher, washer/dryer, Central AC, fully applianced kitchen w/ cookware and more!

The living area features a cozy arrangement of blue sofas surrounding a coffee table, with artwork on the walls and soft lighting. A fire pit shines brightly in the backyard, where guests gather under string lights, creating a welcoming atmosphere. A spacious bedroom includes a neatly made bed with beach-themed decor and a fan overhead. A storage area displays bicycles, demonstrating available amenities for outdoor activities.

4.92 out of 5 average rating, 425 reviews

★ 0.4mi Beach &Village ★Firepit & Fireplace★ Bikes

✅4 adult bikes / helmets / beach chairs ✅Woodburning FPL in LR w/65” ROKU TV ✅Located at end private cul-de-sac, 0.4mi to ocean beach & 1/2mi to Village ✅Steps to restaurants & Sundae School Ice-Cream ✅Enjoy the backyard w/plenty of seating, fire-pit, outdoor shower & hammock ✅Large eat-in kitchen w/Island ✅2 Queen BR’s downstairs & 2 twin + rollaway in loft plus 1/2 bath ✅Pet Fee $30/day ✅1200 Mbps FastWiFi ✅Washer/Dryer ✅ Full A/C ✅All linens included & beds made Locally managed

5.0 out of 5 average rating, 251 reviews

A charming colonial home is framed by vibrant yellow blooms. The front porch features a welcoming entrance with a dark door and white trim, flanked by two large windows. Lush greenery surrounds the property, creating a serene atmosphere.

Home in Harwich Port

Harwich Retreat on Cape Cod - Relax or explore!

Enjoy the tranquility of Cape Cod in all seasons. Short walk to the beach. Sleeps 8. Comfortable colonial with open living, dining & kitchen floor plan. 1st floor: full bath with large custom shower & laundry, 4th bedroom/study with picture window overlooking beautiful English-styled gardens. Dining room opens through french doors to a small deck & extensive outdoor living areas with pond, fire pit & outdoor shower. 2nd floor: 3 bedrooms (King, Queen & Twin), luxurious bath w/ deep soaker tub.

The exterior of a charming two-story home is presented, featuring a sloped roof and light blue shutters. Well-maintained greenery surrounds the entrance, which is framed by a modest walkway and bordered by vibrant hydrangeas. A fenced yard offers a sense of privacy.

4.96 out of 5 average rating, 206 reviews

4 Minute Walk to Beach, Cape Cod Serenity

Located on a quiet corner with lots of privacy, 2 full baths, 4 bedrooms, outdoor shower, and a quick stroll to the beach. Activities, great restaurants and shopping are moments away! Fully equipped kitchen, linens included, outdoor seating, a grill and beach accessories will make your trip great. 1 full bath down with two bedrooms, 1 full bath up with two bedrooms. AC/Heating units installed to make your stay more enjoyable! June, July and Aug are 7 day stays w/ Friday as arrival day!

4.97 out of 5 average rating, 300 reviews

Pet Friendly - Walk to Downtown Dennis Port!

Newly renovated - cozy, clean and bright! PET FRIENDLY! (PRE APPROVAL required) All amenities provided for an enjoyable and relaxing family vacation or quick get-a-way! Three car driveway and private outdoor shower. Five minute walk to Dennis Port Main Street shopping, restaurants, yoga, Pet Salon, and Town playground. South Side Beaches and Ponds just 1 mile away as well as Cape Cod Bike Trail minutes away! Pet friendly beaches in Dennis after Labor Day and before Memorial Day weekends.

4.98 out of 5 average rating, 133 reviews

A spacious, modern kitchen area features a large island with a dark base and white countertops, accented by pendant lights above. To the side, an open concept living space includes a comfortable seating arrangement and dining area, with natural light streaming in through large windows.

Home in Harwich

Spacious cottage beach Wychmere < 4 min Central AC

Entire spacious newly renovated modern cottage in Harwich Port. Open concept living room with a large kitchen island. Great space for families ! Bank street Beach and Wychmere Beach Club wedding venue are 4 min drive from us ! We’re very close to Harwich Port downtown with great restaurants. We’re centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy the bike trail nearby with rental location if needed.

4.97 out of 5 average rating, 177 reviews

A bright living area features large windows overlooking a scenic marshland and ocean view. A cozy cream-colored couch and an armchair are positioned near a glass coffee table, inviting relaxation. Natural light fills the space, enhancing the tranquil ambiance.

Home in Chatham

The Osprey Nest - Beach house with stunning views

The Osprey Nest is a classic Cape Cod beach house just steps to the ocean with panoramic views across the protected marsh. A cozy and timeless retreat, with modern amenities and spacious and light-filled rooms. This home has been in my family since the 1960’s and you will feel the warmth and charm the minute you step in the door. The location is perfect for nature lovers but within 10 minutes of stores, restaurants, and charming towns. A perfect base for Cape Cod sightseeing.

A loft space features three full beds and three twin beds, suspended from the ceiling by thick manila rope. Blue bedding adds a coastal touch, while the light wood floor complements the airy atmosphere. Large windows provide natural light, enhancing the open design.

5.0 out of 5 average rating, 104 reviews

Cozy Family Retreat Sleeps 14 Pets Fire Pit

There are two homes that combine to create the picture-perfect Cape getaway for your extended family! As you pull onto the shell and stone driveway, you are welcomed by planters adorning every first-floor window. Both structures have been completely renovated in 2021/22. No detail was spared - from the countertops reminiscent of the sea and surf, the finest fixtures and faucets, wicker and rope decor bringing all the coastal vibes in, and nautical details around every turn.

4.84 out of 5 average rating, 144 reviews

Waterfront Escape: HotTub, Pets OK, Pool Table

Enjoy stunning Swan River views from every room at this spacious Cape Cod getaway! Just 1 mile from South Village and West Dennis Beach, you can launch kayaks or paddle boards right from the property and float down Swan River to the ocean. Relax on the expansive deck with a large dining table, fire pit, and hot tub overlooking the water. Inside, enjoy two living rooms, a game room with pool table, foosball, and four bedrooms with 3.5 baths — perfect for families and groups.

A charming Cape Cod house is presented, featuring a light grey exterior and a sloped roof. A white picket fence surrounds the front yard, adorned with neatly trimmed bushes. A stone pathway leads to the front door, framed by windows and a symmetrical layout.

4.86 out of 5 average rating, 228 reviews

Lovely! 4Bed 3baths Walk to Beach DennisPort

Dennisport! Excellent location! Great for groups and families! Easy walk to 3 public Beaches with the warm waters of Nantucket sound! This lovely home is fully equipped, comfortably sleeps 8 with 4 bedrooms, 3 baths, outdoor shower and al fresco dining on deck or porch. A mile to downtown where you'll find great restaurants and cafes. The space is designed for comfort and convenience and exploring the Cape from this Dennisport home is easy due to it's central location.

A charming home features a light grey exterior with a dark shingled roof and two dormer windows. A front yard with green grass is accented by a wooden fence. Two black Adirondack chairs are positioned invitingly on the lawn.

4.78 out of 5 average rating, 111 reviews

Sandy Feet Retreat

Located on highly desirable Oak Street in Dennisport, you will relax and unwind in a newly updated 3BR/ 2 BA home. 2021 updates included a fully fenced in backyard and central air conditioning! Exterior renovations will be done Spring 2022! Updated master bedroom with a master bathroom including Electrolux washer and dryer. Less than 1000/ft walk to private Oak Street Beach and located in a family friendly neighborhood with many restaurants within walking distance.

Popular amenities for Dennis Port house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 145 reviews

The expansive pool, surrounded by a landscaped yard, features a vibrant blue surface reflecting the clear sky. Comfortable lounge chairs are positioned alongside, inviting relaxation. A floating inflatable adds a playful touch to the tranquil setting.

Home in Cotuit

Private Pool, near beaches, 3 BR/3 BA, Central Air

5.0 out of 5 average rating, 13 reviews

Home in South Dennis

Modern Oasis, Heated Saltwater Pool, Beach, Golf

4.92 out of 5 average rating, 52 reviews

A spacious outdoor area is highlighted by a seasonal heated pool surrounded by a wooden deck. Multiple blue lounge chairs are arranged around the pool, and a fire pit table is situated at the center. A large checkers board and garden beds add to the inviting atmosphere.

Home in Yarmouth Port

Winslow Acres [heated] Pool Escape; pool May-Oct

A bright studio unit features a queen-sized bed with a comfortable pull-out sofa nearby. Natural light floods the space through large windows. A small dining table with two chairs is positioned next to the seating area, providing a functional living space.

4.96 out of 5 average rating, 92 reviews

Walk to the beach or sit poolside! Updated studio!

4.85 out of 5 average rating, 26 reviews

The lighthouse features a round white structure topped with a lantern room. A spacious deck wraps around the building, accompanied by a well-maintained lawn and a decorative pumpkin. American flags are displayed, and the surrounding area includes additional nearby structures and views of the water.

Home in West Dennis

Jolly Captain Lighthouse

Superhost

An aerial view of a spacious backyard features an inground pool with surrounding patio space, complemented by lounge chairs and a dining area. A well-maintained yard is enclosed by a fence, providing a safe environment for outdoor activities.

Home in West Harwich

4.84 out of 5 average rating, 37 reviews

Sleeps 14 Home w/ Pool Great for Families!

5.0 out of 5 average rating, 10 reviews

Home in East Dennis

Charming Cape Escape with Pool, Hot Tub & Fire Pit

Home in Barnstable County

A bright dining area is illuminated by natural light from large windows, offering views of the waterfront. A small table is surrounded by four blue stools, while a vase of flowers adds a touch of color. A comfortable gray sofa is positioned nearby.

4.87 out of 5 average rating, 39 reviews

Waterfront Bass River Jolly Captain

Weekly house rentals

4.98 out of 5 average rating, 528 reviews

The charming front exterior of a gambrel style cottage is visible, featuring shingled siding and a symmetrically gabled roof. Flower boxes are positioned beneath the windows, showcasing vibrant plants. A welcoming dark front door is centered, flanked by two tall, lush evergreens.

Home in West Harwich

cape cod riverview cottage

Superhost

The exterior of the house features a charming design with a light shingle facade and white trim. A pink front door adds a pop of color, while blooming hydrangeas in shades of blue and pink frame the entrance. The lawn is well-maintained and grassy.

4.87 out of 5 average rating, 103 reviews

Cozy Cape Steps from 2 Beaches + Private Beach

A single-story home is positioned on a large corner lot, surrounded by a well-maintained lawn. A covered front porch enhances the entrance, while landscaping features add visual interest. The semi-private driveway leads to a spacious backyard with trees in the distance.

4.92 out of 5 average rating, 216 reviews

SUMMERS OFF CAPE HOUSE

The exterior of the cottage is showcased, featuring a well-maintained front yard. The house presents a charming façade with a sloped roof and multiple windows. A covered porch with rocking chairs invites relaxation. Vibrant purple flowers and a flagpole add a touch of color to the scene.

4.95 out of 5 average rating, 123 reviews

2 bedroom home w. screened in porch

4.94 out of 5 average rating, 17 reviews

Cape Cod Retreat Near Beaches • Family Ready

The exterior of a cottage is presented, featuring a welcoming front porch with a gabled roof. Pebbled white gravel surrounds the home, and flower beds with colorful blooms enhance the entrance. Soft sunlight illuminates the traditional shingle siding, with a flag displayed on the property.

4.83 out of 5 average rating, 18 reviews

New! Beach Cottage| 3 min walk to Beach| Pet Ok

The main living area features an open layout with high ceilings and large windows. A comfortable sectional couch sits adjacent to a media unit with a flat-screen TV. A dining table with benches accommodates four to six people. Natural light enhances the inviting space.

4.98 out of 5 average rating, 82 reviews

Walk to beach/Pelham House, dog friendly, sleeps 6

A charming beach cottage is shown with a wooden exterior and a front porch adorned with string lights. An American flag is displayed on the porch. A fire pit area with seating is visible on the lawn, surrounded by gravel and greenery.

4.96 out of 5 average rating, 51 reviews

Cape Escape - Steps to Beach & Pelham House

Private house rentals

A charming beach house exterior is displayed, featuring a shingled facade and a welcoming blue front door. The landscaped yard is framed by a white picket fence and includes manicured shrubs, while a stone pathway leads to the entrance.

4.95 out of 5 average rating, 56 reviews

Glendon Beach House

The living area showcases wood-paneled walls and a spacious white sofa centered on a light area rug. A coffee table sits in front, with a vase of greenery. Natural light enters through a window adorned with sheer curtains, while framed artwork decorates the walls.

4.92 out of 5 average rating, 26 reviews

The Sweet Retreat

A spacious backyard is featured, showcasing well-maintained green grass and a patio area. Outdoor seating options surround a grill, while vibrant blue chairs are arranged nearby a fire pit. The house is set against a backdrop of trees, providing a sense of privacy.

4.94 out of 5 average rating, 33 reviews

Relaxing West Harwich getaway!

A charming single-story house is surrounded by well-maintained gardens featuring colorful hydrangeas and tidy shrubbery. A private driveway is visible alongside the house, complemented by a rustic wooden fence that adds to the property's warmth. The front entrance is framed by seasonal blooms.

4.96 out of 5 average rating, 80 reviews

Quaint Cape Beach House

Superhost

The exterior of the condo is shown, featuring a two-story structure with multiple windows and a balcony. The well-kept lawn surrounds the bottom patio area, which is furnished with chairs. The sky is clear, suggesting sunny weather.

4.78 out of 5 average rating, 65 reviews

Ocean Front Cape Condo

A charming two-story home with a shingled exterior is framed by a white picket fence. The property features a spacious front porch supported by tall columns, surrounded by well-maintained greenery. The bright blue sky adds a vibrant touch to the coastal ambiance.

4.94 out of 5 average rating, 54 reviews

Cape Get Away | Best Location in Dennis Port

5.0 out of 5 average rating, 21 reviews

Dennis Retreat